Vacation Rentals & Villas in Pelican Key

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2,668 Houses

(3) Excellent 

    36

    ISLAND DREAMS!

    Sint Maarten / Pelican Key

    Pelican Key villa

    2 5 6 nights min

    • 2 bedrooms
    • sleeps 5
    • 6 nights min
    • Beach / lakeside relaxation
    • Nearest beach 1 mi
    • Swimming pool

    Price per night from

    $258

    Price per night from

    $258

    Great rentals within 20 miles that match your search

    Distance approx 2.99 km from Pelican Key Show on Map

    (27) Excellent 

      23

      VistaRoyale - Private pool and breathtaking view

      Sint Maarten / Philipsburg

      Philipsburg apartment

      2 4 min stay varies

      • 2 bedrooms
      • sleeps 4
      • min stay varies
      • Beach / lakeside relaxation
      • Ask about children
      • Air conditioning
      “Amazing view !!” This is our tenth year staying at VistaRoyale and we don't want to go anywhere else. It has to be one of the most spectacular views on the planet. Every morning you wake up to arriving cruise ships, beautiful rainbows after a morning
      …see more

      Price per night from

      $229

      Responds fast!
      avg. 3 hours 51 minutes

      Price per night from

      $229

      Distance approx 3.67 km from Pelican Key Show on Map

        8

        BLUE DREAM feet in the water exceptional 180 ° view

        Saint-Martin / Baie Nettle

        Baie Nettle house

        1 3 4 nights min

        • 1 bedroom
        • sleeps 3
        • 4 nights min
        • Swimming pool
        • Child Friendly
        • Air conditioning

        Price per night from

        $157

        Price per night from

        $157

        Distance approx 15.15 km from Pelican Key

        (13) Very Good 

          24

          James Place Apartments, Anguilla , British West Indies

          Anguilla / Island Harbour

          Island Harbour apartment

          1 2 1 night min

          • 1 bedroom
          • sleeps 2
          • 1 night min
          • Beach / lakeside relaxation
          • Nearest beach 8 mi
          • Child Friendly

          Price per night from

          $115

          Responds fast!
          avg. 3 hours 42 minutes

          Price per night from

          $115

          Distance approx 11.1 km from Pelican Key

          (6) Excellent 

            19

            Imperial Penthouse, New Oceanview w/H.Pool&Package

            Anguilla / South Hill

            South Hill villa

            2 4 min stay varies

            • 2 bedrooms
            • sleeps 4
            • min stay varies
            • Beach / lakeside relaxation
            • Nearest beach 0.5 mi
            • Swimming pool
            “British West Indies dream!!” My wife Joan and I arrived with our friends, Peter and Karen Hollander who live south of Boston, for a weeks stay in early april. We were greeted warmly by our hosts, the Louden's, who live in the villa next door. After s
            …see more

            Price per night from

            $457

            Responds fast!
            avg. 3 hours 40 minutes

            Price per night from

            $457

            Distance approx 3.7 km from Pelican Key Show on Map

              10

              Villa Leone Sint Maarten

              Sint Maarten / Philipsburg

              Philipsburg villa

              2 6 2 nights min

              • 2 bedrooms
              • sleeps 6
              • 2 nights min
              • Swimming pool
              • Child Friendly
              • Air conditioning

              Price per night from

              $327

              Responds fast!
              avg. 3 hours 9 minutes

              Price per night from

              $327

              Distance approx 5.61 km from Pelican Key Show on Map

              (20) Very Good 

              Certificate of Excellence

                37

                Astonishing Oceanfront Orient Beach Saint Martin

                Saint-Martin / Orient Bay

                Orient Bay apartment

                1 4 min stay varies

                • 1 bedroom
                • sleeps 4
                • min stay varies
                • Beach / lakeside relaxation
                • Child Friendly
                • Air conditioning
                “We love it!” This was our second time in Joanna's condo and we loved it as much as the first time! The stellar view and surroundings are what makes it so special! It's basic (one large room with a bed and a futon) but comfortable. Joanna is a nice hos
                …see more

                Certificate of Excellence

                Price per night from

                $109

                Responds fast!
                avg. 3 hours 31 minutes

                Price per night from

                $109

                Distance approx 3.35 km from Pelican Key Show on Map

                (4) Excellent 

                  21

                  Sint Maarten Utopian Retreat

                  Sint Maarten / Philipsburg

                  Philipsburg villa

                  2 4 7 nights min

                  • 2 bedrooms
                  • sleeps 4
                  • 7 nights min
                  • Beach / lakeside relaxation
                  • Nearest beach 0.5 mi
                  • Swimming pool

                  Price per night from

                  $287

                  Price per night from

                  $287

                  Distance approx 1.73 km from Pelican Key Show on Map

                    33

                    1 or 2 weeks in condo 5 * St. Marteen seaview

                    Sint Maarten / Philipsburg

                    Philipsburg apartment

                    3 8 7 nights min

                    • 3 bedrooms
                    • sleeps 8
                    • 7 nights min
                    • Beach / lakeside relaxation
                    • Swimming pool
                    • Child Friendly

                    Price per night from

                    $456

                    Price per night from

                    $456

                    Distance approx 11.01 km from Pelican Key

                    (1) Excellent 

                      49

                      Twin Palms Villas at Meads Bay

                      Anguilla / Long Bay Village

                      Long Bay Village villa

                      5 10 7 nights min

                      • 5 bedrooms
                      • sleeps 10
                      • 7 nights min
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $1,203

                      Price per night from

                      $1,203

                      Distance approx 5.56 km from Pelican Key Show on Map

                        21

                        Luxury studio 1 Sea view Orient bay

                        Saint-Martin / Orient Bay

                        Orient Bay studio

                        Studio 4 4 nights min

                        • Studio
                        • sleeps 4
                        • 4 nights min
                        • Child Friendly

                        Price per night from

                        $95

                        Price per night from

                        $95

                        Distance approx 2.38 km from Pelican Key Show on Map

                          25

                          Villa Sunshine

                          Sint Maarten / Simpson Bay

                          Simpson Bay villa

                          5 12 5 nights min

                          • 5 bedrooms
                          • sleeps 12
                          • 5 nights min
                          • Swimming pool
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $687

                          Responds fast!
                          avg. 2 hours 45 minutes

                          Price per night from

                          $687

                          Distance approx 4.36 km from Pelican Key Show on Map

                            20

                            The ONLY 5-Star on Dutch side: 3BR, 2BA, Full ktch

                            Sint Maarten / Oyster Pond

                            Oyster Pond apartment

                            3 8 7 nights min

                            • 3 bedrooms
                            • sleeps 8
                            • 7 nights min
                            • Child Friendly

                            Price per night from

                            $982

                            Price per night from

                            $982

                            Distance approx 5.3 km from Pelican Key Show on Map

                            (20) Excellent 

                              36

                              Côté Chic, 2BR- gorgeous beach house 1line ocean front-

                              Saint-Martin / Orient Bay

                              Orient Bay house

                              2 5 min stay varies

                              • 2 bedrooms
                              • sleeps 5
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Nearest beach 0 mi
                              • Swimming pool
                              “Amazing second honeymoon” My wife Italia and I found "Cote Chic" on Flipkey. We contacted Moune and she said the unit was in the process of being renovated but would be available for rent. We would be the first guests. When we arrived Moune and her
                              …see more

                              Price per night from

                              $280

                              Price per night from

                              $280

                              Distance approx 4.14 km from Pelican Key Show on Map

                              (1) Very Good 

                                12

                                Beautiful 3 Bedroom Ocean view Condo

                                Sint Maarten / Philipsburg

                                Philipsburg apartment

                                3 8 7 nights min

                                • 3 bedrooms
                                • sleeps 8
                                • 7 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 0 mi
                                • Swimming pool

                                Price per night from

                                $524

                                Price per night from

                                $524

                                Distance approx 18.44 km from Pelican Key

                                  30

                                  Villa SAS - St Jean, St Barts

                                  St. Barthelemy / St. Jean

                                  St. Jean villa

                                  2 4 7 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 7 nights min
                                  • Nearest beach 0.2 mi
                                  • Swimming pool
                                  • Air conditioning

                                  Price per night from

                                  $1,111

                                  Price per night from

                                  $1,111

                                  Distance approx 12.9 km from Pelican Key

                                  (18) Excellent 

                                    20

                                    Little Butterfly

                                    Anguilla / The Valley

                                    The Valley apartment

                                    1 2 7 nights min

                                    • 1 bedroom
                                    • sleeps 2
                                    • 7 nights min
                                    • Ask about children
                                    “The Little Butterfly that Soars!” We recently visited the beautiful island of anguilla for the third time and stayed at the Little Butterfly for the first time...and it certainly won't be our last! It's a rare gem of stunning accommodations and excep
                                    …see more

                                    Price per night from

                                    $282

                                    Price per night from

                                    $282

                                    Distance approx 11.1 km from Pelican Key

                                    (4) Excellent 

                                      18

                                      The Embellie Villa and Cottage

                                      Anguilla / The Valley

                                      The Valley villa

                                      3 7 7 nights min

                                      • 3 bedrooms
                                      • sleeps 7
                                      • 7 nights min
                                      • Child Friendly

                                      Price per night from

                                      $1,145

                                      Price per night from

                                      $1,145

                                      Distance approx 4.21 km from Pelican Key Show on Map

                                        24

                                        3BR 2Bath Gorgeous condo, Fully Equipped

                                        Sint Maarten / Oyster Pond

                                        Oyster Pond condo

                                        3 6 7 nights min

                                        • 3 bedrooms
                                        • sleeps 6
                                        • 7 nights min
                                        • Child Friendly
                                        • Air conditioning

                                        Price per night from

                                        $492

                                        Price per night from

                                        $492

                                        Distance approx 4.3 km from Pelican Key Show on Map

                                        (5) Excellent 

                                          24

                                          Villa Canoua

                                          Saint-Martin / La Savane

                                          La Savane villa

                                          2 4 min stay varies

                                          • 2 bedrooms
                                          • sleeps 4
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Nearest beach 0.3 mi
                                          • Swimming pool

                                          Price per night from

                                          $424

                                          Price per night from

                                          $424

                                          Distance approx 2.7 km from Pelican Key Show on Map

                                            18

                                            1 BR condo with spectacular views

                                            Sint Maarten / Maho

                                            Maho condo

                                            1 4 3 nights min

                                            • 1 bedroom
                                            • sleeps 4
                                            • 3 nights min
                                            • Beach / lakeside relaxation
                                            • Car not necessary
                                            • Air conditioning

                                            Price per night from

                                            $258

                                            Price per night from

                                            $258

                                            Distance approx 1.18 km from Pelican Key Show on Map

                                              2

                                              Luxury 2 bedroom with private beach access & hot tub

                                              Sint Maarten / Simpson Bay

                                              Simpson Bay apartment

                                              2 4 min stay varies

                                              • 2 bedrooms
                                              • sleeps 4
                                              • min stay varies
                                              • Beach / lakeside relaxation
                                              • Nearest beach 0 mi
                                              • Swimming pool

                                              Price per night from

                                              $487

                                              Price per night from

                                              $487

                                              Distance approx 2.24 km from Pelican Key Show on Map

                                                4

                                                Jacqueline's Guest House 2

                                                Saint-Martin / Marigot

                                                Marigot guest house

                                                2 6 3 nights min

                                                • 2 bedrooms
                                                • sleeps 6
                                                • 3 nights min
                                                • Swimming pool
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $172

                                                Responds fast!
                                                avg. 3 hours 11 minutes

                                                Price per night from

                                                $172

                                                Distance approx 10.86 km from Pelican Key

                                                  31

                                                  Beautiful Five Bedroom Villa

                                                  Anguilla / West End Village

                                                  West End Village villa

                                                  5 10 min stay varies

                                                  • 5 bedrooms
                                                  • sleeps 10
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Air conditioning

                                                  Price per night from

                                                  $6,412

                                                  Responds fast!
                                                  avg. 7 minutes

                                                  Price per night from

                                                  $6,412

                                                  Distance approx 4.33 km from Pelican Key Show on Map

                                                    19

                                                    Luxury Resort Studio in Caribbean Sint Maarten

                                                    Sint Maarten / Philipsburg

                                                    Philipsburg studio

                                                    Studio 4 7 nights min

                                                    • Studio
                                                    • sleeps 4
                                                    • 7 nights min
                                                    • Beach / lakeside relaxation
                                                    • Swimming pool
                                                    • Child Friendly

                                                    Price per night from

                                                    $201

                                                    Price per night from

                                                    $201

                                                    Distance approx 1.12 km from Pelican Key Show on Map

                                                    (1) Excellent 

                                                      9

                                                      Pelican Key 1Bedroom For Rent

                                                      Sint Maarten / Simpson Bay

                                                      Simpson Bay hotel apartment

                                                      1 4 4 nights min

                                                      • 1 bedroom
                                                      • sleeps 4
                                                      • 4 nights min
                                                      • Beach / lakeside relaxation
                                                      • Swimming pool
                                                      • Ask about children

                                                      Price per night from

                                                      $264

                                                      Price per night from

                                                      $264

                                                      Distance approx 13.37 km from Pelican Key

                                                        49

                                                        Award Winning Ocean Front Villa Estate

                                                        Anguilla

                                                        Anguilla house

                                                        9 10 min stay varies

                                                        • 9 bedrooms
                                                        • sleeps 10
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $7,198

                                                        Responds fast!
                                                        avg. 7 minutes

                                                        Price per night from

                                                        $7,198

                                                        Distance approx 1.71 km from Pelican Key Show on Map

                                                          38

                                                          Divi LIttle Bay Beach St Maarten Studio 1BA Suite

                                                          Sint Maarten / Philipsburg

                                                          Philipsburg apartment

                                                          2 2 7 nights min

                                                          • 2 bedrooms
                                                          • sleeps 2
                                                          • 7 nights min
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 0 mi
                                                          • Swimming pool

                                                          Price per night from

                                                          $196

                                                          Responds fast!
                                                          avg. 14 minutes

                                                          Price per night from

                                                          $196

                                                          Distance approx 4.23 km from Pelican Key Show on Map

                                                            11

                                                            3 bedroom Caribbean dream Vacation

                                                            Sint Maarten / Oyster Pond

                                                            Oyster Pond apartment

                                                            3 6 5 nights min

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • 5 nights min
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $516

                                                            Price per night from

                                                            $516

                                                            Distance approx 3.36 km from Pelican Key Show on Map

                                                              5

                                                              2 Bedroom Oceanfront-Belair Beach Resort

                                                              St. Martin Sint Maarten

                                                              St Martin / St Maarten apartment

                                                              2 6 7 nights min

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • 7 nights min
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $344

                                                              Price per night from

                                                              $344

                                                              Distance approx 3.85 km from Pelican Key Show on Map

                                                                19

                                                                Coconut Villa

                                                                Saint-Martin / Terres Basses

                                                                Terres Basses villa

                                                                2 4 1 night min

                                                                • 2 bedrooms
                                                                • sleeps 4
                                                                • 1 night min
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $402

                                                                Price per night from

                                                                $402

                                                                Distance approx 16.97 km from Pelican Key

                                                                  17

                                                                  Villa Ti Lama

                                                                  St. Barthelemy / Anse des Flamands

                                                                  Anse des Flamands villa

                                                                  1 2 min stay varies

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • min stay varies
                                                                  • Nearest beach 0.5 mi
                                                                  • Swimming pool
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $445

                                                                  Price per night from

                                                                  $445

                                                                  Distance approx 4.81 km from Pelican Key Show on Map

                                                                    10

                                                                    Villa Misty

                                                                    Saint-Martin / Terres Basses

                                                                    Terres Basses villa

                                                                    3 6 3 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 3 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $820

                                                                    Responds fast!
                                                                    avg. 3 hours 20 minutes

                                                                    Price per night from

                                                                    $820

                                                                    Distance approx 4.55 km from Pelican Key Show on Map

                                                                      8

                                                                      APARTMENT ANY COMFORT

                                                                      Sint Maarten / Oyster Pond

                                                                      Oyster Pond apartment

                                                                      1 3 3 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 3
                                                                      • 3 nights min
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $163

                                                                      Price per night from

                                                                      $163

                                                                      Distance approx 18.71 km from Pelican Key

                                                                      (1) Very Good 

                                                                        15

                                                                        Villa Frégate

                                                                        St. Barthelemy / Lurin

                                                                        Lurin villa

                                                                        2 6 min stay varies

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Nearest beach 1 mi
                                                                        • Swimming pool
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $557

                                                                        Price per night from

                                                                        $557

                                                                        Distance approx 2.27 km from Pelican Key Show on Map

                                                                        (1)  

                                                                          11

                                                                          Villa Les Jardins de Bllevue

                                                                          Saint-Martin / Marigot, Saint Martin

                                                                          Marigot, Saint Martin villa

                                                                          6 12 5 nights min

                                                                          • 6 bedrooms
                                                                          • sleeps 12
                                                                          • 5 nights min
                                                                          • Swimming pool
                                                                          • Ask about children
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $1,832

                                                                          Price per night from

                                                                          $1,832

                                                                          Distance approx 4.58 km from Pelican Key Show on Map

                                                                            21

                                                                            Villa Friends

                                                                            Saint-Martin / Terres Basses

                                                                            Terres Basses villa

                                                                            14 22 3 nights min

                                                                            • 14 bedrooms
                                                                            • sleeps 22
                                                                            • 3 nights min
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $4,713

                                                                            Responds fast!
                                                                            avg. 3 hours 20 minutes

                                                                            Price per night from

                                                                            $4,713